Vacation rentals with a home theater in Oro-Medonte

The Secret Garden - Dome Escape

Enjoy the lovely setting of this romantic yet kid friendly spot in nature 1.5 hours from Toronto. This super secluded - private garden offers a serene, quiet & fun place to luxury camp. Horses on site, 60 acres of hiking trails, outdoor shower beside a quiet creek will make this one of the most memorable dome adventures you’ll ever have. Loads of fun for families or couples. Lots of space to pitch a tent for the little ones. Farm fresh eggs and our friendly chickens will greet you on arrival :)

White Rolling Sands of Penetang by Theatre

Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Cozy 2BR Garden Walkout to Pier All Seasons Resort

Welcome to a 2-bedroom with 2 Queen size beds and 1 Air mattress(on request) Stunning condo with a garden walkout offering an unrivalled blend of convenience and comfort. Fantastic dining, surrounded by a tapestry of restaurants, explore renowned shops at Friday Harbour. Experience the epitome of lavish travel experience in a prime location, where every detail is meticulously curated to ensure your stay is exceptional. Fall/Winter is the best time to experience a getaway to Friday Harbour.

Modern 2BR + Den Condo at Friday Harbour –

Enjoy a stylish and spacious getaway in our beautifully designed 2-bedroom, 2-bathroom + den condo in the exclusive Sunseeker building at Friday Harbour Resort. Perfect for families, couples, and small groups, this bright and modern unit features a king bed, queen bed, a den that can be used as an extra sleeping space, a fully equipped kitchen, open concept living, and a private balcony for morning coffee or evening relaxation. Located minutes from the marina, restaurants, trails, skating.

Friday Harbour — A European-Style Lakeside Resort

Set on the pristine shores of Lake Simcoe, Friday Harbour Resort spans over 600 acres of breathtaking natural landscapes seamlessly blended with vibrant urban amenities, offering an unforgettable escape in every season. Summer: 🚤 Marina & boating, jet-ski and watersports, lakeside dining, beach club vibes, The Nest Golf Club, cycling & nature trails. Winter: ⛄ Outdoor skating, winter festivals & lights, cozy dining, scenic snow-covered trails, snowshoeing, peaceful lakeside escapes.

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Blue Mountain Retreat • Michelin Dining

⭐ Top 1% rated Luxury woodland retreat near Blue Mountain, Collingwood and Wasaga Beach Relax in a thoughtfully designed space with cozy fireplace, plush bedding, and hotel-style comfort throughout. Quiet small town setting—just minutes to skiing, hiking, and scenic Georgian Bay escapes. Ideally located just 10 minutes from The Pine in Creemore—one of Ontario’s most sought-after Michelin-recognized dining experiences—making this the perfect stay for a refined weekend escape.

Charcoal Tree House: Luxe deck, stargaze, theatre

Stunning 1200-square-foot 4-bedroom cottage embraced by two acres of lush greenery and tall trees, Private Entrance, no see-through from public road, Four-season-long enjoyments with full privacy, and just minute-drive from beach park, golf resort, grocery store, coffee shop, restaurants, historic site, and so much more 7.1 surround sound movie theater Sizable wood deck, outdoor fire pit Discover the natural beauty and peaceful atmosphere in the Gateway to Muskoka!

Sunset Harmony on Cook’s Bay

🌿 COOK'S BAY LAKEFRONT RETREAT 🌿 Escape to Sunset Harmony, our 4.89★ lakefront retreat on Cook's Bay. Perfect for families and groups, this spacious getaway includes the Main House + Studio, 4 bedrooms, 3 full baths, and 2 fully equipped kitchens. Relax in the private wood-fired sauna and hot tub, launch a kayak or paddle board from your private dock, or unwind on the expansive pergola deck with stunning west-facing sunset views. Your perfect lakeside escape awaits.

Your River-Side Getaway

Unwind at our spacious waterfront cottage, where comfort meets fun. Enjoy serene water views, relax in the outdoor hot tub, or gather around one of three fireplaces. Inside, challenge friends to a game of pool or enjoy plenty of space for board games and activities. Outside, make the most of the fresh air with lawn games, cozy fires, and peaceful lounging. A fully equipped kitchen makes meals a breeze—perfect for family getaways, group retreats, or a romantic escape.

Relaxing Family 2BR Escape at Friday Harbour

Welcome to our spacious, newly renovated, one bedroom vacation retreat in Friday Harbour, designed with your friends and families’ comfort in mind! The home is equipped with highspeed internet, open concept fully equipped kitchen and a living area with 65" QLED Smart TV (Netflix, Amazon Prime, etc) perfect for gatherings. High countertop table or cozy convertible coffee table to enjoy your meals. Good nights’ rest guaranteed with hybrid mattress and extra pillows.